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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2006-08-13 08:03:18 UTC
Update Date2022-09-22 17:43:51 UTC
HMDB IDHMDB0003955
Secondary Accession Numbers
  • HMDB03955
Metabolite Identification
Common Name19-Hydroxyandrost-4-ene-3,17-dione
Description19-Hydroxyandrost-4-ene-3,17-dione, also known as 19-HAED, belongs to the class of organic compounds known as androgens and derivatives. These are 3-hydroxylated C19 steroid hormones. They are known to favor the development of masculine characteristics. They also show profound effects on scalp and body hair in humans. Thus, 19-hydroxyandrost-4-ene-3,17-dione is considered to be a steroid lipid molecule. 19-Hydroxyandrost-4-ene-3,17-dione is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
Structure
Data?1582752293
Synonyms
ValueSource
19-HydroxyandrostenedioneChEBI
19-Hydroxy-4-androstene-3,17-dioneHMDB
19-Hydroxy-4-androstene-3,17-dione, 18O-labeledHMDB
19-HAEDHMDB
Chemical FormulaC19H26O3
Average Molecular Weight302.4079
Monoisotopic Molecular Weight302.188194698
IUPAC Name(1S,2S,10R,11S,15S)-2-(hydroxymethyl)-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-ene-5,14-dione
Traditional Name19-haed
CAS Registry Number510-64-5
SMILES
[H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12CO
InChI Identifier
InChI=1S/C19H26O3/c1-18-8-7-16-14(15(18)4-5-17(18)22)3-2-12-10-13(21)6-9-19(12,16)11-20/h10,14-16,20H,2-9,11H2,1H3/t14-,15-,16-,18-,19+/m0/s1
InChI KeyXGUHPTGEXRHMQQ-BGJMDTOESA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as androgens and derivatives. These are 3-hydroxylated C19 steroid hormones. They are known to favor the development of masculine characteristics. They also show profound effects on scalp and body hair in humans.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
Sub ClassAndrostane steroids
Direct ParentAndrogens and derivatives
Alternative Parents
Substituents
  • Androgen-skeleton
  • 19-hydroxysteroid
  • 3-oxo-delta-4-steroid
  • 3-oxosteroid
  • Oxosteroid
  • 17-oxosteroid
  • Hydroxysteroid
  • Delta-4-steroid
  • Cyclohexenone
  • Cyclic ketone
  • Ketone
  • Primary alcohol
  • Organic oxygen compound
  • Carbonyl group
  • Hydrocarbon derivative
  • Alcohol
  • Organooxygen compound
  • Organic oxide
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
Process
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.072 g/LALOGPS
logP2.1ALOGPS
logP2.65ChemAxon
logS-3.6ALOGPS
pKa (Strongest Acidic)18.71ChemAxon
pKa (Strongest Basic)-0.97ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area54.37 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity85.38 m³·mol⁻¹ChemAxon
Polarizability33.95 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+171.89731661259
DarkChem[M-H]-164.64931661259
DeepCCS[M-2H]-202.8730932474
DeepCCS[M+Na]+177.35130932474
AllCCS[M+H]+174.832859911
AllCCS[M+H-H2O]+171.832859911
AllCCS[M+NH4]+177.632859911
AllCCS[M+Na]+178.432859911
AllCCS[M-H]-179.632859911
AllCCS[M+Na-2H]-179.632859911
AllCCS[M+HCOO]-179.732859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
19-Hydroxyandrost-4-ene-3,17-dione[H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12CO3325.4Standard polar33892256
19-Hydroxyandrost-4-ene-3,17-dione[H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12CO2750.2Standard non polar33892256
19-Hydroxyandrost-4-ene-3,17-dione[H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12CO2986.2Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
19-Hydroxyandrost-4-ene-3,17-dione,1TMS,isomer #1C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@@]43CO[Si](C)(C)C)[C@@H]1CCC2=O2874.8Semi standard non polar33892256
19-Hydroxyandrost-4-ene-3,17-dione,1TMS,isomer #2C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@@]43CO)[C@@H]1CC=C2O[Si](C)(C)C2901.6Semi standard non polar33892256
19-Hydroxyandrost-4-ene-3,17-dione,1TMS,isomer #3C[C@]12CC[C@H]3[C@@H](CCC4=CC(O[Si](C)(C)C)=CC[C@@]43CO)[C@@H]1CCC2=O2818.4Semi standard non polar33892256
19-Hydroxyandrost-4-ene-3,17-dione,2TMS,isomer #1C[C@]12CC[C@H]3[C@@H](CCC4=CC(O[Si](C)(C)C)=CC[C@@]43CO[Si](C)(C)C)[C@@H]1CCC2=O2802.5Semi standard non polar33892256
19-Hydroxyandrost-4-ene-3,17-dione,2TMS,isomer #1C[C@]12CC[C@H]3[C@@H](CCC4=CC(O[Si](C)(C)C)=CC[C@@]43CO[Si](C)(C)C)[C@@H]1CCC2=O2864.5Standard non polar33892256
19-Hydroxyandrost-4-ene-3,17-dione,2TMS,isomer #1C[C@]12CC[C@H]3[C@@H](CCC4=CC(O[Si](C)(C)C)=CC[C@@]43CO[Si](C)(C)C)[C@@H]1CCC2=O3285.3Standard polar33892256
19-Hydroxyandrost-4-ene-3,17-dione,2TMS,isomer #2C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@@]43CO[Si](C)(C)C)[C@@H]1CC=C2O[Si](C)(C)C2867.2Semi standard non polar33892256
19-Hydroxyandrost-4-ene-3,17-dione,2TMS,isomer #2C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@@]43CO[Si](C)(C)C)[C@@H]1CC=C2O[Si](C)(C)C2721.3Standard non polar33892256
19-Hydroxyandrost-4-ene-3,17-dione,2TMS,isomer #2C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@@]43CO[Si](C)(C)C)[C@@H]1CC=C2O[Si](C)(C)C3177.0Standard polar33892256
19-Hydroxyandrost-4-ene-3,17-dione,2TMS,isomer #3C[C@]12CC[C@H]3[C@@H](CCC4=CC(O[Si](C)(C)C)=CC[C@@]43CO)[C@@H]1CC=C2O[Si](C)(C)C2812.4Semi standard non polar33892256
19-Hydroxyandrost-4-ene-3,17-dione,2TMS,isomer #3C[C@]12CC[C@H]3[C@@H](CCC4=CC(O[Si](C)(C)C)=CC[C@@]43CO)[C@@H]1CC=C2O[Si](C)(C)C2815.8Standard non polar33892256
19-Hydroxyandrost-4-ene-3,17-dione,2TMS,isomer #3C[C@]12CC[C@H]3[C@@H](CCC4=CC(O[Si](C)(C)C)=CC[C@@]43CO)[C@@H]1CC=C2O[Si](C)(C)C3236.4Standard polar33892256
19-Hydroxyandrost-4-ene-3,17-dione,3TMS,isomer #1C[C@]12CC[C@H]3[C@@H](CCC4=CC(O[Si](C)(C)C)=CC[C@@]43CO[Si](C)(C)C)[C@@H]1CC=C2O[Si](C)(C)C2787.8Semi standard non polar33892256
19-Hydroxyandrost-4-ene-3,17-dione,3TMS,isomer #1C[C@]12CC[C@H]3[C@@H](CCC4=CC(O[Si](C)(C)C)=CC[C@@]43CO[Si](C)(C)C)[C@@H]1CC=C2O[Si](C)(C)C2866.9Standard non polar33892256
19-Hydroxyandrost-4-ene-3,17-dione,3TMS,isomer #1C[C@]12CC[C@H]3[C@@H](CCC4=CC(O[Si](C)(C)C)=CC[C@@]43CO[Si](C)(C)C)[C@@H]1CC=C2O[Si](C)(C)C3181.3Standard polar33892256
19-Hydroxyandrost-4-ene-3,17-dione,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC[C@]12CCC(=O)C=C1CC[C@H]1[C@@H]3CCC(=O)[C@@]3(C)CC[C@@H]123127.5Semi standard non polar33892256
19-Hydroxyandrost-4-ene-3,17-dione,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC1=CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(CO)[C@H]3CC[C@]12C3156.9Semi standard non polar33892256
19-Hydroxyandrost-4-ene-3,17-dione,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(CO)C(=C1)CC[C@H]1[C@@H]3CCC(=O)[C@@]3(C)CC[C@@H]123090.8Semi standard non polar33892256
19-Hydroxyandrost-4-ene-3,17-dione,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC[C@]12CC=C(O[Si](C)(C)C(C)(C)C)C=C1CC[C@H]1[C@@H]3CCC(=O)[C@@]3(C)CC[C@@H]123292.0Semi standard non polar33892256
19-Hydroxyandrost-4-ene-3,17-dione,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC[C@]12CC=C(O[Si](C)(C)C(C)(C)C)C=C1CC[C@H]1[C@@H]3CCC(=O)[C@@]3(C)CC[C@@H]123331.9Standard non polar33892256
19-Hydroxyandrost-4-ene-3,17-dione,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC[C@]12CC=C(O[Si](C)(C)C(C)(C)C)C=C1CC[C@H]1[C@@H]3CCC(=O)[C@@]3(C)CC[C@@H]123511.7Standard polar33892256
19-Hydroxyandrost-4-ene-3,17-dione,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC[C@]12CCC(=O)C=C1CC[C@H]1[C@@H]3CC=C(O[Si](C)(C)C(C)(C)C)[C@@]3(C)CC[C@@H]123377.2Semi standard non polar33892256
19-Hydroxyandrost-4-ene-3,17-dione,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC[C@]12CCC(=O)C=C1CC[C@H]1[C@@H]3CC=C(O[Si](C)(C)C(C)(C)C)[C@@]3(C)CC[C@@H]123075.7Standard non polar33892256
19-Hydroxyandrost-4-ene-3,17-dione,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC[C@]12CCC(=O)C=C1CC[C@H]1[C@@H]3CC=C(O[Si](C)(C)C(C)(C)C)[C@@]3(C)CC[C@@H]123423.6Standard polar33892256
19-Hydroxyandrost-4-ene-3,17-dione,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(CO)C(=C1)CC[C@H]1[C@@H]3CC=C(O[Si](C)(C)C(C)(C)C)[C@@]3(C)CC[C@@H]123297.2Semi standard non polar33892256
19-Hydroxyandrost-4-ene-3,17-dione,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(CO)C(=C1)CC[C@H]1[C@@H]3CC=C(O[Si](C)(C)C(C)(C)C)[C@@]3(C)CC[C@@H]123109.1Standard non polar33892256
19-Hydroxyandrost-4-ene-3,17-dione,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(CO)C(=C1)CC[C@H]1[C@@H]3CC=C(O[Si](C)(C)C(C)(C)C)[C@@]3(C)CC[C@@H]123471.6Standard polar33892256
19-Hydroxyandrost-4-ene-3,17-dione,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC[C@]12CC=C(O[Si](C)(C)C(C)(C)C)C=C1CC[C@H]1[C@@H]3CC=C(O[Si](C)(C)C(C)(C)C)[C@@]3(C)CC[C@@H]123522.9Semi standard non polar33892256
19-Hydroxyandrost-4-ene-3,17-dione,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC[C@]12CC=C(O[Si](C)(C)C(C)(C)C)C=C1CC[C@H]1[C@@H]3CC=C(O[Si](C)(C)C(C)(C)C)[C@@]3(C)CC[C@@H]123312.8Standard non polar33892256
19-Hydroxyandrost-4-ene-3,17-dione,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC[C@]12CC=C(O[Si](C)(C)C(C)(C)C)C=C1CC[C@H]1[C@@H]3CC=C(O[Si](C)(C)C(C)(C)C)[C@@]3(C)CC[C@@H]123453.7Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - 19-Hydroxyandrost-4-ene-3,17-dione GC-MS (1 MEOX; 1 TMS)splash10-0ufu-4910000000-ca91f3850d2822c361102014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 19-Hydroxyandrost-4-ene-3,17-dione GC-MS (1 MEOX; 1 TMS)splash10-0ufu-4910000000-acb494bbf38c6f0ab6ae2014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 19-Hydroxyandrost-4-ene-3,17-dione GC-MS (2 MEOX; 1 TMS)splash10-0zi3-3920000000-2fb97be8369cef8834c82014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 19-Hydroxyandrost-4-ene-3,17-dione GC-MS (2 MEOX; 1 TMS)splash10-0ug0-3920000000-088095d0d94653a7ded12014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 19-Hydroxyandrost-4-ene-3,17-dione GC-MS (Non-derivatized)splash10-0ufu-4910000000-ca91f3850d2822c361102017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 19-Hydroxyandrost-4-ene-3,17-dione GC-MS (Non-derivatized)splash10-0ufu-4910000000-acb494bbf38c6f0ab6ae2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 19-Hydroxyandrost-4-ene-3,17-dione GC-MS (Non-derivatized)splash10-0zi3-3920000000-2fb97be8369cef8834c82017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 19-Hydroxyandrost-4-ene-3,17-dione GC-MS (Non-derivatized)splash10-0ug0-3920000000-088095d0d94653a7ded12017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 19-Hydroxyandrost-4-ene-3,17-dione GC-EI-TOF (Non-derivatized)splash10-052o-2920000000-719a80545e9031debcba2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 19-Hydroxyandrost-4-ene-3,17-dione GC-EI-TOF (Non-derivatized)splash10-000f-3920000000-25496932221b91188e022017-09-12HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 19-Hydroxyandrost-4-ene-3,17-dione GC-MS (Non-derivatized) - 70eV, Positivesplash10-00dj-0290000000-4f45d95c38d59fa1da5e2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 19-Hydroxyandrost-4-ene-3,17-dione GC-MS (1 TMS) - 70eV, Positivesplash10-00r2-1239000000-c5d6f655f6699da8120c2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 19-Hydroxyandrost-4-ene-3,17-dione GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 19-Hydroxyandrost-4-ene-3,17-dione 10V, Positive-QTOFsplash10-0f79-0095000000-0c098e2b64d478a5e4d22017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 19-Hydroxyandrost-4-ene-3,17-dione 20V, Positive-QTOFsplash10-0fri-0190000000-d6d70ed69da9f27bee292017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 19-Hydroxyandrost-4-ene-3,17-dione 40V, Positive-QTOFsplash10-0kdl-3490000000-5a0e988988f81f967b032017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 19-Hydroxyandrost-4-ene-3,17-dione 10V, Negative-QTOFsplash10-0udi-0049000000-3a6715be3231f63279bb2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 19-Hydroxyandrost-4-ene-3,17-dione 20V, Negative-QTOFsplash10-0ul0-0095000000-032bf9cb6539d3f7479a2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 19-Hydroxyandrost-4-ene-3,17-dione 40V, Negative-QTOFsplash10-0006-1090000000-16932bcbf046cb12b8b52017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 19-Hydroxyandrost-4-ene-3,17-dione 10V, Positive-QTOFsplash10-0udi-0019000000-a31baae7fa83b1a9cb202021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 19-Hydroxyandrost-4-ene-3,17-dione 20V, Positive-QTOFsplash10-0l2r-0291000000-86360d0dc940679c31bc2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 19-Hydroxyandrost-4-ene-3,17-dione 40V, Positive-QTOFsplash10-05be-1900000000-8071003485ecbea19dce2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 19-Hydroxyandrost-4-ene-3,17-dione 10V, Negative-QTOFsplash10-0udi-0029000000-80caba83ca693b6622232021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 19-Hydroxyandrost-4-ene-3,17-dione 20V, Negative-QTOFsplash10-0udi-0059000000-47ffb3556f0d805c33a62021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 19-Hydroxyandrost-4-ene-3,17-dione 40V, Negative-QTOFsplash10-00di-1390000000-6e12d642905fa15bfaf52021-09-22Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane (predicted from logP)
Biospecimen Locations
  • Blood
  • Urine
Tissue Locations
  • Placenta
  • Testis
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified0.000323 +/- 0.000193 uMAdult (>18 years old)BothCushing's syndrome details
BloodDetected and Quantified0.000092 +/- 0.000024 uMAdult (>18 years old)Both
Cushing's syndrome
details
UrineDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedCancer patients undergoing total body irradiation details
Associated Disorders and Diseases
Disease References
Cushing's Syndrome
  1. Mune T, Morita H, Yasuda K, Murayama M, Yamakita N, Miura K: Elevated plasma 19-hydroxyandrostenedione levels in Cushing's disease: stimulation with ACTH and inhibition with metyrapone. Clin Endocrinol (Oxf). 1993 Mar;38(3):265-72. [PubMed:8384536 ]
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB030282
KNApSAcK IDNot Available
Chemspider ID221136
KEGG Compound IDC05290
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID6990
PubChem Compound252379
PDB IDNot Available
ChEBI ID27576
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceUeberwasser, H.; Heusler, K.; Kalvoda, J.; Meystre, Ch.; Wieland, P.; Anner, G.; Wettstein, A. Steroids. CXCIII. 19-Norsteroids. A simple route to 19-norandrostane derivatives. Helvetica Chimica Acta (1963), 46 344-52.
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Osawa Y, Ohnishi S, Yarborough C, Ohigashi S, Kosaki T, Hashino M, Yanaihara T, Nakayama T: Serum level of 19-hydroxyandrostenedione during pregnancy and at delivery determined by gas chromatography/mass spectrometry. Steroids. 1990 Apr;55(4):165-9. [PubMed:2339447 ]
  2. Padmanabhan V, Chappel SC, Beitins IZ: An improved in vitro bioassay for follicle-stimulating hormone (FSH): suitable for measurement of FSH in unextracted human serum. Endocrinology. 1987 Sep;121(3):1089-98. [PubMed:3113917 ]

Only showing the first 10 proteins. There are 24 proteins in total.

Enzymes

General function:
Involved in monooxygenase activity
Specific function:
Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,8-cineole 2-exo-monooxygenase. The enzyme also hydroxylates etoposide.
Gene Name:
CYP3A4
Uniprot ID:
P08684
Molecular weight:
57255.585
General function:
Involved in monooxygenase activity
Specific function:
Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. This enzyme contributes to the wide pharmacokinetics variability of the metabolism of drugs such as S-warfarin, diclofenac, phenytoin, tolbutamide and losartan.
Gene Name:
CYP2C9
Uniprot ID:
P11712
Molecular weight:
55627.365
General function:
Involved in monooxygenase activity
Specific function:
Responsible for the metabolism of a number of therapeutic agents such as the anticonvulsant drug S-mephenytoin, omeprazole, proguanil, certain barbiturates, diazepam, propranolol, citalopram and imipramine.
Gene Name:
CYP2C19
Uniprot ID:
P33261
Molecular weight:
55944.565
General function:
Involved in monooxygenase activity
Specific function:
Metabolizes several precarcinogens, drugs, and solvents to reactive metabolites. Inactivates a number of drugs and xenobiotics and also bioactivates many xenobiotic substrates to their hepatotoxic or carcinogenic forms.
Gene Name:
CYP2E1
Uniprot ID:
P05181
Molecular weight:
56848.42
General function:
Involved in monooxygenase activity
Specific function:
Exhibits low testosterone 6-beta-hydroxylase activity.
Gene Name:
CYP3A43
Uniprot ID:
Q9HB55
Molecular weight:
57756.285
General function:
Involved in monooxygenase activity
Specific function:
Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Participates in the metabolism of an as-yet-unknown biologically active molecule that is a participant in eye development.
Gene Name:
CYP1B1
Uniprot ID:
Q16678
Molecular weight:
60845.33
General function:
Involved in monooxygenase activity
Specific function:
Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics.
Gene Name:
CYP2C18
Uniprot ID:
P33260
Molecular weight:
55710.075
General function:
Secondary metabolites biosynthesis, transport and catabolism
Specific function:
May be involved in the metabolism of various pneumotoxicants including naphthalene. Is able to dealkylate ethoxycoumarin, propoxycoumarin, and pentoxyresorufin but possesses no activity toward ethoxyresorufin and only trace dearylation activity toward benzyloxyresorufin. Bioactivates 3-methylindole (3MI) by dehydrogenation to the putative electrophile 3-methylene-indolenine.
Gene Name:
CYP2F1
Uniprot ID:
P24903
Molecular weight:
55500.64
General function:
Involved in monooxygenase activity
Specific function:
Not Available
Gene Name:
CYP4X1
Uniprot ID:
Q8N118
Molecular weight:
58874.62
General function:
Involved in monooxygenase activity
Specific function:
Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,4-cineole 2-exo-monooxygenase.
Gene Name:
CYP2B6
Uniprot ID:
P20813
Molecular weight:
56277.81

Only showing the first 10 proteins. There are 24 proteins in total.